(3aR,4R,9aS,9bR)-4-iodo-3a,4,5,6,8,9,9a,9b-octahydro-3-oxa-6a-azacyclopenta[e]azulene-2,7-dione | 1298024-03-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (3aR,4R,9aS,9bR)-4-iodo-3a,4,5,6,8,9,9a,9b-octahydro-3-oxa-6a-azacyclopenta[e]azulene-2,7-dione
• CAS: 1298024-03-9
• 化学式: C₁₁H₁₄INO₃
• 分子量: 335.142
• InChiKey: DTBFWSGAZGJCHJ-HGIWHZBTSA-N

反应信息

• 作为产物：
  描述：

  (9S)-N,N-dimethyl-2-(2,3,5,6,9,9a-hexahydro-1H-pyrrolo[1,2-a]azepin-3-on-9-yl)acetamide 在 碘 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (3aR,4R,9aS,9bR)-4-iodo-3a,4,5,6,8,9,9a,9b-octahydro-3-oxa-6a-azacyclopenta[e]azulene-2,7-dione 、 (3aR,4R,9aR,9bR)-4-iodo-3a,4,5,6,8,9,9a,9b-octahydro-3-oxa-6a-azacyclopenta[e]azulene-2,7-dione
  参考文献：
  名称：

  Total Synthesis of (–)-Sessilifoliamide C and (–)-8-epi-Stemoamide

  摘要：

  A convergent route featuring [3,3]-sigmatropic rearrangements of a linchpin azepinopyrrolidine served to install two of the four contiguous stereocenters present in the tricyclic Stemona alkaloids sessilifollamide and stemoamide. In addition to the first total synthesis of (-)-sessilifoliamide C, a potential biosynthetic relationship between the sessilifoliamides and previously reported Stemona alkaloids is presented.

  DOI：

  10.1021/ol200743u